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Check prices for these dates

Next weekend
24 Oct - 26 Oct
In two weeks
31 Oct - 2 Nov
In one month
14 Nov - 16 Nov
In two months
12 Dec - 14 Dec

Featured Apartments in Middletown and around

Fridge, oven, stovetop, cookware/dishes/utensils
Cozy 1-bedroom retreat minutes from West Point!
Cozy 1-bedroom retreat minutes from West Point!
10.0 out of 10, Exceptional, (1)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
The price is €162
includes taxes & fees
21 Oct - 22 Oct
Cozy 1-bedroom retreat minutes from West Point!
1 bedroom, WiFi, bed sheets
Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen
Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen
10.0 out of 10, Exceptional, (31)
"This property paid attention to the details! There were clear instructions for everything including the wonderful steam shower and the washer/dryer and dishwasher. It was right in the heart of Beacon, and its location made it a great place to stay for day trips. Altogether, it was a great place to stay!"
The price is €214
includes taxes & fees
11 Nov - 12 Nov
Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen
Apartment (0 Bedroom) | Interior
Close to Trails: Studio w/ Water Views
Close to Trails: Studio w/ Water Views
3.0 star property
The price is €202
includes taxes & fees
27 Oct - 28 Oct
Close to Trails: Studio w/ Water Views
Fridge, microwave, oven, stovetop
Luxe Loft on Main St.- Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
Luxe Loft on Main St.- Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
10.0 out of 10, Exceptional, (35)
"The property was as advertised. The location is great. We felt supported in our stay. "
The price is €221
includes taxes & fees
16 Nov - 17 Nov
Luxe Loft on Main St.- Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
1 bedroom, WiFi, bed sheets
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
9.8 out of 10, Exceptional, (41)
"Adorable place to stay in an adorable town! "
The price is €205
includes taxes & fees
5 Nov - 6 Nov
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
Terrace/patio
Dream getaway apartment in the foot of Gunks Ridge
Dream getaway apartment in the foot of Gunks Ridge
9.6 out of 10, Exceptional, (23)
"Over all the property was clean and staff was very cooperative. Only problems were the beds were very hard which made it hard for us to get a good nights sleep. The larger room had bugs but the owner took care of it right away. We enjoyed our stay."
The price is €193
includes taxes & fees
16 Nov - 17 Nov
Dream getaway apartment in the foot of Gunks Ridge
Property grounds
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
10.0 out of 10, Exceptional, (67)
"This is a beautiful property. The apartment was very clean and comfortable with everything we could need. The view was spectacular and the host made it so easy to check in and out. This property is top of the list for our next visit."
The price is €215
includes taxes & fees
16 Nov - 17 Nov
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Private kitchen
Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown
Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown
10.0 out of 10, Exceptional, (4)
"House was clean and parking was easy! Close to downtown Port Jervis, with some great restaurants. The owners were so kind, and were so helpful!"
The price is €300
includes taxes & fees
5 Nov - 6 Nov
Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown
Smart TV
Grant - A Tranquil One Bedroom Steps from River
Grant - A Tranquil One Bedroom Steps from River
9.6 out of 10, Exceptional, (35)
"Stan is really nice and helpful. The apartment is really well designed, spacious and clean, very well equipped with a nice porch. Stan is really thoughtful. Recommended!"
The price is €231
includes taxes & fees
21 Oct - 22 Oct
Grant - A Tranquil One Bedroom Steps from River
Fridge, microwave, oven, stovetop
Lux APT Your home away from home.
Lux APT Your home away from home.
10.0 out of 10, Exceptional, (1)
"Very clean and great place to stay. "
The price is €250
includes taxes & fees
20 Oct - 21 Oct
Lux APT Your home away from home.
Exterior detail
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
10.0 out of 10, Exceptional, (12)
"Great Unit."
The price is €274
includes taxes & fees
5 Nov - 6 Nov
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Exterior detail
Cozy Studio with WiFi and AC in enjoyable Glen Spey
Cozy Studio with WiFi and AC in enjoyable Glen Spey
The price is €194
includes taxes & fees
20 Oct - 21 Oct
Cozy Studio with WiFi and AC in enjoyable Glen Spey
Fridge, microwave, oven, stovetop
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
10.0 out of 10, Exceptional, (3)
"Very nice property. We have a son at West Point and approximately an hour from New York City. Host was quick to respond to questions and provided excellent information. We will stay here again. "
The price is €250
includes taxes & fees
21 Oct - 22 Oct
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
1 bedroom, desk, iron/ironing board, free WiFi
Luxury New 1BR 950 sq ft apartment. Sleeps 4. Stocked Kitchen, 2 Tvs, Parking.
Luxury New 1BR 950 sq ft apartment. Sleeps 4. Stocked Kitchen, 2 Tvs, Parking.
10.0 out of 10, Exceptional, (2)
"Location was fantastic - short short walk (100-300’) to a handful of very good restaurants. The apartment is brand new, extraordinarily clean, well provisioned and has everything you could possibly need. It’s clear that the owners take pride in their property and take care of it accordingly. They are also super responsive and helpful. I accidentally locked myself out of the apartment one morning and "
The price is €234
includes taxes & fees
12 Nov - 13 Nov
Luxury New 1BR 950 sq ft apartment. Sleeps 4. Stocked Kitchen, 2 Tvs, Parking.
Exterior
Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
8.0 out of 10, Very good, (1)
The price is €240
includes taxes & fees
19 Oct - 20 Oct
Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
Games room
Good Vibes Studio in the Woods
Good Vibes Studio in the Woods
10.0 out of 10, Exceptional, (3)
"A quaint place filled with magical wonderment from floor to ceiling that is something special as Bethel Woods Center itself. "
The price is €265
includes taxes & fees
19 Oct - 20 Oct
Good Vibes Studio in the Woods
Fridge, microwave, oven, stovetop
Cozy country efficiency in the Hudson Valley
Cozy country efficiency in the Hudson Valley
9.8 out of 10, Exceptional, (63)
"Such a cute place to stay"
The price is €227
includes taxes & fees
27 Oct - 28 Oct
Cozy country efficiency in the Hudson Valley
Fridge, microwave, oven, stovetop
The Wine House, Sitting atop of Warwick's brand new Wine Bar
The Wine House, Sitting atop of Warwick's brand new Wine Bar
10.0 out of 10, Exceptional, (23)
"Great place! It was our 2nd stay. Highly recommended. "
The price is €220
includes taxes & fees
28 Oct - 29 Oct
The Wine House, Sitting atop of Warwick's brand new Wine Bar
Terrace/patio
Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley
Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley
10.0 out of 10, Exceptional, (1)
"Everyone was just right! The home is perfect for a photo shoot. We weren't there for that, but we thought the setting was unique and beautiful! Everything we needed!!"
The price is €366
includes taxes & fees
17 Oct - 18 Oct
Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley
Property grounds
New! Cozy Agrihood Getaway-King Bed/Hiking/Relaxing
New! Cozy Agrihood Getaway-King Bed/Hiking/Relaxing
The price is €279
includes taxes & fees
4 Nov - 5 Nov
New! Cozy Agrihood Getaway-King Bed/Hiking/Relaxing
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Middletown Hotel Reviews

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

10/10 Excellent
"Great Views, very convenient "
Matthew 2-night trip
Posted 6 days ago
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Find out more about Middletown

Middletown Apartments information

Number of reviews
334
Accommodation
149 Apartments
Lowest Price
€162
Highest Price
€366

Frequently asked questions

What's it like to stay at an apartment in Middletown?
You'll find plenty of places to stay in Middletown with 41 accommodation options. Though there aren't many apartments, we can help you search for accommodation that is similar. When you search on Expedia, you can use the filters to search for a kitchen— one of the conveniences often found in an apartment. Even filter by similar property types like holiday homes, condos or guest houses. You might want to visit the area's shops and enjoy its restaurants. Visit some favourite sights in the wider region such as LEGOLAND® New York and Woodbury Common Premium Outlets.
Why would you choose an apartment over a traditional hotel room?
An apartment features a kitchen for convenient meals, and often has more space than a traditional hotel room. Apartments are a good option for solo travellers who want to stay in at night and plan out their next day, and also for families wanting the conveniences of home.
What's a favourite apartment for my stay in Middletown?
Here are some of the favourite apartments in the area: A luxurious stay.: Located in Newburgh , 21.4 mi/34.5 km from the heart of Middletown. Includes free WiFi and a Smart TV . Access to on-site laundry facilities is available on site . Walk to WP Gate + Free Parking!: It's located in Highland Falls , 24.2 mi/39 km away. Modern penthouse suite in a restored grain tower with private roof deck.: 13.5 mi/21.7 km away in Warwick . Free WiFi and a Smart TV are included . Good Vibes Studio in the Woods: It's situated in Mongaup Valley , 24.8 mi/39.9 km from Middletown.
What can I expect from the weather in Middletown?
Weather is only one factor, but it can really affect your travel plans, especially if you're planning an extended stay in Middletown. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Middletown are January, February, March and April, with each month seeing an average of 16 cm of snowfall.
What should I see in Middletown?
Middletown is known for its restaurants and shops. Highland Lake and Thomas Bull Memorial Park are a couple of scenic spots to enjoy the outdoors, whereas Paramount Theatre is one of the cultural attractions. LEGOLAND® New York and Woodbury Common Premium Outlets are other popular places to visit in the area.
What's the best way to get to and around Middletown?
Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Newburgh, NY (SWF-Stewart Intl.), which is located 17.8 mi (28.7 km) away from the city centre. If you'd like to venture out around the area, you may want a rental car for your journey.